Category: 19094-56-5

These common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. 19094-56-5

General procedure: To a stirred suspension of 2-chloro-5-iodobenzoic acid(5.65 g, 0.02 mol) in CH2Cl2(20 mL) was added oxalylchloride(1.80 mL, 0.021 mol) and DMF(0.02 mL). Theresulting mixture was stirred for 4 h at room temperature.The mixture was concentrated, and the residual colorlesssolid was dissolved in CH2Cl2(40 mL). To this solutionwere added corresponding substituted benzene(0.02 mol)and then AlCl3(2.75 g, 0.021 mol) portionwise so that thetemperature did not exceed 0 C. After being stirred at 10-20 C for 3 h, the mixture was poured into ice water andextracted with CH2Cl2 three times. The combined organiclayers were washed with 1M HCl, water, and brine, thendried over MgSO4 and concentrated. The residual solid wascrystallized from ethanol to give as white solid.According to this procedure the following compoundswere prepared.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 19094-56-5.

Reference:
Article; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Safety of 2-Chloro-5-iodobenzoic acid

Analogous to the preparation of 4a, 2-chloro-5-iodobenzoic acid (2.81g, 10mmol) was treated with thionyl chloride (7 mL)

The synthetic route of 2-Chloro-5-iodobenzoic acid has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhi, Ying; Gao, Li-Xin; Jin, Yi; Tang, Chun-Lan; Li, Jing-Ya; Li, Jia; Long, Ya-Qiu; Bioorganic and Medicinal Chemistry; vol. 22; 14; (2014); p. 3670 – 3683;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C7H4ClIO2

Example 494r-Chloro-3f-[[(2-tricyclo[3.3.1.13’7]dec-l-ylethyl)ammo]carbonyl]-[l,l’-biphenyl]-2-carboxylic acid0 Cla) 2-Chloro-5-iodo-benzoic acid, 1,1-dimethylethyl esterN,N-Dimethylformamide (1 drop) and oxalyl chloride (4.8 mL) were added to a stirredsolution of 2-chloro-5-iodobenzoic acid (5 g) in dichloromethane (20 mL) at 0 C. Thereaction was allowed to warm to room temperature, stirred under nitrogen for 2 hours, andthen evaporated to dryness. The residue was dissolved in tetrahydrofuran (20 mL) andcooled to 0 C. Potassium tert-butoxide (22 mL, 1 M solution in tetrahydrofuran) wasadded over 10 minutes. The reaction was allowed to warm to room temperature and stirredunder nitrogen for 2 hours then poured into saturated aqueous sodium bicarbonate (50 mL).The layers were separated and the aqueous was extracted with diethyl ether (50 mL). Thecombined organics were dried, filtered and evaporated to afford the sub-title compound asan oil (5.7 g).JH NMR (400 MHz, d6-DMSO) 5 7.99 (1H, d), 7.87 (1H, dd), 7.34 (1H, d), 1.54 (9H, s).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 19094-56-5.

Reference:
Patent; ASTRAZENECA AB; WO2006/25783; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19094-56-5, HPLC of Formula: C7H4ClIO2

Oxalylchloride (176 kg; 1386 mol; 1.14 eq) is added to a mixture of 2-chloro-5-iodo benzoic acid (343 kg; 1214 mol) (compound IX.1), fluorobenzene (858 kg) and N,N-dimethylformamide (2 kg) within 3 hours at a temperature in the range from about 25 to 30 C. (gas formation). After completion of the addition, the reaction mixture is stirred for additional 2 hours at a temperature of about 25 to 30 C. The solvent (291 kg) is distilled off at a temperature between 40 and 45 C. (p=200 mbar). Then the reaction solution (911 kg) is added to aluminiumchloride AlCl3 (181 kg) and fluorobenzene (192 kg) at a temperature between about 25 and 30 C. within 2 hours. The reaction solution is stirred at the same temperature for about an additional hour. Then the reaction mixture is added to an amount of 570 kg of water within about 2 hours at a temperature between about 20 and 30 C. and stirred for an additional hour. After phase separation the organic phase (1200 kg) is separated into two halves (600 kg each). From the first half of the organic phase solvent (172 kg) is distilled off at a temperature of about 40 to 50 C. (p=200 mbar). Then 2-propanole (640 kg) is added. The solution is heated to about 50 C. and then filtered through a charcoal cartouche (clear filtration). The cartouche may be exchanged during filtration and washed with a fluorobenzene/2-propanole mixture (1:4; 40 kg) after filtration. Solvent (721 kg) is distilled off at a temperature of about 40 to 50 C. and p=200 mbar. Then 2-propanole (240 kg) is added at a temperature in the range between about 40 to 50 C. If the content of fluorobenzene is greater than 1% as determined via GC, another 140 kg of solvent are distilled off and 2-propanole (140 kg) is added. Then the solution is cooled from about 50 C. to 40 C. within one hour and seeding crystals (50 g) are added. The solution is further cooled from about 40 C. to 20 C. within 2 hours. Water (450 kg) is added at about 20 C. within 1 hour and the suspension is stirred at about 20 C. for an additional hour before the suspension is filtered. The filter cake is washed with 2-propanole/water (1:1; 800 kg). The product is dried until a water level of <0.06% w/w is obtained. The second half of the organic phase is processed identically. A total of 410 kg (94% yield) of product which has a white to off-white crystalline appearance, is obtained. The identity of the product is determined via infrared spectrometry. In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/237526; (2011); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 19094-56-5, These common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

To a dried flask, 5-iodo-2-chlorobenzoic acid (20.0 g, 70.8 mmol) and dichloromethane (60 mL) were added. The reaction mixture was stirred, then oxalyl chloride (9.8 g, 77.9 mmol) and DMF (0.2 mL) were slowly added dropwise, and some bubbles were observed. The reaction mixture was stirred at room temperature for 7 hours. The solvent and excess oxalyl chloride were removed by rotary evaporation to give a gray solid, which was used directly in the next step without further purification.

The synthetic route of 19094-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Hansoh Pharmaceutical Co., Ltd.; ZHONG, Huijuan; LIAO, Jianchun; YU, Hongping; XU, Yaochang; LI, Qing; CHEN, Jianghua; GAO, Peng; TAN, Songliang; WANG, Shaobao; (45 pag.)US2016/222047; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

19094-56-5, A common compound: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

General procedure: To a stirred suspension of 2-chloro-5-iodobenzoic acid(5.65 g, 0.02 mol) in CH2Cl2(20 mL) was added oxalylchloride(1.80 mL, 0.021 mol) and DMF(0.02 mL). Theresulting mixture was stirred for 4 h at room temperature.The mixture was concentrated, and the residual colorlesssolid was dissolved in CH2Cl2(40 mL). To this solutionwere added corresponding substituted benzene(0.02 mol)and then AlCl3(2.75 g, 0.021 mol) portionwise so that thetemperature did not exceed 0 °C. After being stirred at 10?20 °C for 3 h, the mixture was poured into ice water andextracted with CH2Cl2 three times. The combined organiclayers were washed with 1M HCl, water, and brine, thendried over MgSO4 and concentrated. The residual solid wascrystallized from ethanol to give as white solid.According to this procedure the following compoundswere prepared. (2-chloro-5-iodophenyl)(4-fluorophenyl)methanone (1a)White solid, yield 92percent, m.p. 69?70 °C. 1H NMR (400MHz,DMSO-d6): delta 7.38?7.40(m, 2H), 7.41(d, J=8.0 Hz, 1H), 7.82(dd, J=2.4 Hz, 8.0 Hz, 2H), 7.90(d, J=2.4 Hz, 1H), 7.92?7.95(m, 1H). 13C NMR (100MHz, DMSO-d6): delta 116.19,129.47, 131.65, 132.1, 132.65, 136.78, 139.69, 140.20,164.54, 166.56, 191.36. HRMS (ESI) m/z (pos):382.91890C13H7ClFIONa [M+Na]+(calcd. 382.91118).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Shengquan; Sun, Wuji; Wang, Yeming; Yan, Hong; Medicinal Chemistry Research; vol. 28; 4; (2019); p. 465 – 472;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 19094-56-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 19094-56-5 name is 2-Chloro-5-iodobenzoic acid, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Charged 2-chloro-5-iodobenzoic acid (200 gm, 0.7080 moles), dichloromethane(1000 ml) and N,N-dimethylformamide (5 ml) at 25C to 30C. Under stirring slowly charged oxalyl chloride (107.9 gm, 0.8496 moles) and maintained stirring for one hour. Applied cooling and cooled the reaction mass to -15C to -10C. Charged aluminum chloride (113.29gm, 0.8496 moles) maintaining the reaction mass temperature at -10C to -5C and stirred for 30 minutes. Charged phenatole (86.49gm, 0.7080 moles) to the reaction mixture and maintained under stirring for 2 hours at -10C to -5C. The progress of the reaction was monitored by HPLC. After completion of the reaction the reaction mixture was quenched by adding water and dilute hydrochloric acid. Raised the temperature of the reaction mixture to 25C to 30C and maintained for 30 minutes. Separated the organic layer, extracted the aqueous layer again with dichloromethane (400 ml). The combined organic layer was washed with 10% of sodium bicarbonate solution (600 ml) followed with 5% brine solution (600 ml). Concentrated the organic layer under reduced pressure maintaining temperature below 45C to get the residual mass. Charged methanol (1000 ml), heated to reflux and maintained for 3 hours. Cooled the reaction mass to 25C – 30C, filtered the solid and dried till constant weight to get (2-chloro-5 -iodophenyl)(4-ethoxyphenyl)methanone.Yield = 201 gm (73.47%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5-iodobenzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; INDOCO REMEDIES LIMITED; KUDUVA, Srinivasan Subramanian; DESHMUKH, Sandip Kacharu; RAMESAN, Palangat Vayalileveetil; PANANDIKAR, Aditi Milind; (25 pag.)WO2018/142422; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19094-56-5,Some common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2-Chloro-5-iodobenzoyl chloride (10.7 g, 35.5 mmol) was dissolved in methylene chloride (200 mL). The resulting mixture was cooled in an ice-water bath. To this mixture was added aluminum trichloride (10.4 g, 78.2 mmol) followed by the dropwise addition of a solution of anisole (4.2 g, 38.9 mmol) in methylene chloride (50 mL). After completion of the dropwise addition, the resulting mixture was warmed to room temperature and stirred for 3 hours. The reaction mixture was poured into ice water and quenched. 3 mol / L hydrochloric acid was added to the reaction mixture. The product mixture was separated into an aqueous phase and an organic phase. The aqueous phase was extracted with methylene chloride (150 mL x 2). The organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate: petroleum ether = 0-1: 100) to give 12.0 g of product in 91% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; SENJU Pharma Corporation Limited; Woo, Frank; (28 pag.)KR2015/81220; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19094-56-5, name: 2-Chloro-5-iodobenzoic acid

A 2 L three-necked round bottom flask with mechanical stirrer, rubber septum with temperature probe and pressure-equalized addition funnel with gas bubbler was charged with 2-chloro-5-iodobenzoic acid (199.41 g, 0.706 mol), dichloromethane (1.2 L, KF=0.003 wt % water) and the suspension was set stirring at ambient temperature. Then N,N-dimethylformamide (0.6 mL, 1.1 mol %) was added followed by oxalyl chloride (63 mL, 0.722 mol, 1.02 equiv) which was added over 11 min. The reaction was allowed to stir at ambient overnight and became a solution. After 18.75 hours, additional oxalyl chloride (6 mL, 0.069 mol, 0.10 equiv) was added to consume unreacted starting material. After 2 hours, the reaction mixture was concentrated in vacuo to afford crude 2-chloro-5-iodobenzoyl chloride as a pale yellow foam which will be carried forward to the next step

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; De Paul, Susan Margaret; Perlberg, Anett; Zhao, Matthew Mangzhu; US2010/16422; (2010); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 19094-56-5, Quality Control of 2-Chloro-5-iodobenzoic acid

Preparation 2-Chloro-5-iodo-N-(tricyclo[3.3.1.13’7]dec- 1 -ylmethyD-benzamide (Compound A); 5-Iodo-2-chlorobenzoic acid (40.0Og, 141.6mmol) was charged to a 500ml reaction vessel, followed by Bu4NCl (0.4Og, O.Oleq, 1.42mmol) and toluene (80ml, 2vol) under an inert atmosphere (N2). The suspension was heated to 70-75C, then thionyl chloride (12.40ml, 1.2eq, 169.94mmol) was added drop-wise over 30-60min. The resulting suspension is heated at 70-750C for approximately 3 hours. The reaction was monitored by HPLC (MeOH quench of sample) and on completion the reaction mixture, now a clear solution of 5-iodo-2-chlorobenzoyl chloride, was cooled to 20-250C

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2-Chloro-5-iodobenzoic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/30160; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com